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Cyclic unsaturated compounds

Communication 37. Reversible thermal isomerization of 1,2- and 1,3-dimethylcyclopentadienes

  • Physical Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

Reversible structural isomerization of 1,3- and 1,2-dimethylsubstituted cyclopentadienes, proceeding according to a mechanism of 1,2-shift of the methyl group from the 5-position of the cyclopentadiene ring, accompanied by the migration of the system of intracyclic double bonds, is carried out at the temperatures 400–500°. In conjunction with the 1,2-shift of hydrogen, the indicated conversion leads to the formation of an equilibrium mixture of structural isomers, containing 38% 1,3-dimethylcyclopentadienes and 62% 1,2-and 2,3-dimethylcyclopentadienes (total).

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Literature cited

  1. V. A. Mironov, A. P. Ivanov, Ya. M. Kimelfeld, and A. A Akhrem, Tetrahedron Letters, 3985 (1969).

  2. V. A. Mironov, A. P. Ivanov, Ya. M. Kimel'fel'd, and A. A. Akhrem, Izv. Akad. Nauk SSSR, Ser. Khim., 1977 (1971).

  3. V. A. Mironov, E. V. Sobolev, and A. N. Elizarova, Dokl. Akad. Nauk SSSR,143, 1112 (1962);146, 1098 (1962); Tetrahedron,19, 1939 (1963).

    Google Scholar 

  4. V. A. Mironov, S. N. Kostina, and A. N. Elizarova, Izv. Akad. Nauk SSSR, Ser. Khim., 875 (1964).

  5. V. A. Mironov, A. P. Ivanov, and A. A. Akhrem, Izv. Akad. Nauk SSSR, Ser. Khim., 1896 (1968).

  6. V. A. Mironov and A. N. Elizarova, Zh. Obshch. Khim.,32, 2731 (1962).

    Google Scholar 

  7. V. A. Mironov, M. V. Mavrov, and A. N. Elizarova, Zh. Obshch. Khim.,32, 2723 (1962).

    Google Scholar 

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For communication 36 of this series, see [1].

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1978–1983, September, 1971.

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Mironov, V.A., Ivanov, A.P., Kimel'fel'd, Y.M. et al. Cyclic unsaturated compounds. Russ Chem Bull 20, 1864–1868 (1971). https://doi.org/10.1007/BF00854407

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  • DOI: https://doi.org/10.1007/BF00854407

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